Woodford County Vacations & Trips from $401
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Woodford County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pillow and Paddock B&B
$721
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
10/10 Exceptional! (52 reviews)
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.
Reviewed on Dec 22, 2025
The Grady
Downtown Louisville
$773
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
10/10. Rad decor. Great walkable spot. Friendly staff. Easy check in and check out. They open the front door for you as you come and go. Very great experience
Reviewed on Oct 15, 2026
Hotel Distil, Autograph Collection
Downtown Louisville
$925
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
This was a top shelf property, no question. You can tell by the details, the fit and finish of the furniture and attention to the layout. Breakfast was impressive, service all around was exactly what you’d hope for.
Reviewed on Oct 13, 2026
Find the Best Woodford County Vacation Packages
Woodford County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Blue Grass Airport (LEX) |
Woodford County Hotel Deals
The Kentucky Castle
230 Pisgah Pike Versailles KY
$173 nightly
$191 total
Nov 11 - Nov 12
Total with taxes and fees
8.2/10 Very Good! (31 reviews)
"Very unique property and restaurant is delicious as well and portions were definitely more than we expected. The corner tower room we stayed in was impressive. It was definitely worth the side quest stop to stay here as our halfway point to Tennessee. If you’re looking for a unique place to stay ..."
Reviewed on Sep 19, 2026
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
Fully refundable
$60 nightly
$70 total
Oct 19 - Oct 20
Total with taxes and fees
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$156 nightly
$182 total
Nov 8 - Nov 9
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Woodford County attractions
Photo by Ann Sair
Woodford Reserve Distillery
9.4/10 (197 reviews)
You can take time to visit Woodford Reserve Distillery during your travels to Frankfort. You can seek out the area's horseback riding and hiking trails.
Blue Grass Railroad Museum
10.0/10 (3 reviews)
You can spend time studying the exhibits at Blue Grass Railroad Museum during your travels in Versailles. While in this family-friendly area, you can savor the top-notch restaurants.
Castle & Key Distillery
9.2/10 (34 reviews)
You can take time to visit Castle & Key Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.
Equus Run Vineyard & Winery
8.0/10 (1 review)
You can enjoy a tasting or tour at Equus Run Vineyard & Winery during your travels to Midway. Attend a sporting event or simply enjoy the lively bars while you're in the area.
The Labyrinth
Enjoy an outing to The Labyrinth during your stay in Versailles. Discover the area's countryside and churches.
The Woodford Theatre
10.0/10 (2 reviews)
You can enjoy a show at The Woodford Theatre on your trip to Versailles. While in this family-friendly area, you can savor the top-notch restaurants.
Jack Jouett House Historic Site
10.0/10 (1 review)
You can spend time browsing the exhibits at Jack Jouett House Historic Site during your trip to Versailles. While in this family-friendly area, you can enjoy the restaurants.
Prodigy Vineyards & Winery
8.6/10 (30 reviews)
You can enjoy a tasting or tour at Prodigy Vineyards & Winery during your travels to Frankfort. You can seek out the area's horseback riding and hiking trails.
What to do in Woodford County
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Woodford County
- Vacations and getaways similar to Woodford County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
